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Cottage vacation rentals in Walden

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Top-rated cottage rentals in Walden

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
The cottage is nestled among tall trees, with natural rock formations in the foreground. The structure features a combination of brown siding and large windows, providing a blend of indoor comfort and outdoor scenery. A grassy area extends around the property.
Cottage in Cold Spring

Cheerful Private 3 Bedroom Cottage in Cold Spring

Relax with friends & family at this peaceful forrest cottage, just 7-minutes outside of The Historic Village of Cold Spring on a beautiful, quiet country road. Much bigger on the inside than it looks, this place has what you need: fresh linens, full kitchen, wifi, streaming tvs and plenty of great books to read. There is a trampoline in the backyard & patio lights for Spring/Summer/Fall nights dining outside. Rent alone or pair with my cottage next door: Peaceful Yellow Door Cottage on Airbnb.

4.93 out of 5 average rating, 190 reviews
Top guest favorite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #P25-0805 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

4.99 out of 5 average rating, 135 reviews
Top guest favorite
Two kayaks, colored yellow and orange, rest on the grassy shore of a serene lake. A small dock extends into the calm water, reflecting the colors of a sunset sky. Trees line the horizon, completing the tranquil lakeside setting.
Cottage in Livingston Manor

Gorgeous Waterfront w/ Hot Tub and Game Level

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to The Glass House! Here are a few things I think you’ll especially enjoy about the house. Highlights – You’ll love the: Peaceful waterfront setting – tucked away on the lake, yet just minutes to town Year-round hot tub – the perfect way to unwind after hiking, or exploring Family-perfect layout – two spacious levels with a game/media room and screened porch Kayaks & life vests – easy, safe access to the water for all ages

5.0 out of 5 average rating, 110 reviews
Top guest favorite
The cottage is surrounded by lush green grass and mature trees, offering a serene outdoor setting. A well-maintained pathway leads to the inviting entrance, while the structure features light-colored siding and large windows, creating a seamless connection with nature.
Cottage in Goshen

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

4.92 out of 5 average rating, 346 reviews
Guest favorite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

4.97 out of 5 average rating, 392 reviews
Guest favorite
A modern dining area features a wooden table surrounded by stylish chairs. Five pendant lights hang above the table, providing soft illumination. A plant stands nearby, contributing to the fresh ambiance, while a sliding door offers access to outdoor space.
Cottage in Pine Bush

Modern 3BR BoHo Retreat/Nearby Hiking, Wineries

Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

4.93 out of 5 average rating, 133 reviews
Guest favorite
A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.
Cottage in Kerhonkson

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

4.82 out of 5 average rating, 1020 reviews
Top guest favorite
Cottage in Kerhonkson

Catskills Country Cottage

Come relax at this adorable cottage in upstate NY, at the foot of the Catskills, with large fenced in yard! Sweet 2 bdrm, 2 bath home centrally located in Kerhonkson, close to Mohonk and Minnewaska. Enjoy our private deck with spacious views towards the Rondout Valley and the Catskills! Dogs welcome with no pet fee. If you are looking for a peaceful escape still convenient to all the great activities in the Hudson Valley has to offer, this is it. We are 2 hrs by car from NYC.

4.96 out of 5 average rating, 172 reviews
Top guest favorite
A serene lakeside view is captured at dusk, showcasing vibrant hues of orange and purple in the sky above a calm water surface. Silhouettes of trees and lanterns frame the scene, offering a peaceful ambiance as the last light fades.
Cottage in Newburgh

Cozy Lake Cottage

Cozy cottage in residential lake community, adjacent to historic fine dining restaurant. There is an approximate 150 yard walk down to the lake to enjoy the spectacular sunsets . Centrally located in the Hudson Valley near everything there is to experience. Located in our area Many Local Wineries ( Angry Orchard) Woodbury Commons Outlet Mall Historic Newburgh and Waterfront Culinary Institute of America US Military Academy New Paltz and Mohonk Mountain House

4.88 out of 5 average rating, 260 reviews
Top guest favorite
A well-maintained cottage is framed by lush green grass and tall trees. A neat path leads to the front door, which is accented by a vibrant red door. The cottage overlooks a serene lake, enhancing its inviting exterior.
Cottage in Walden

Cute, Cozy, Lakefront cottage

Cute, cozy lakefront cottage on private lake. Deck with an unobstructed view of the lake. Stunning sunrises, pinewood floors in bedroom/living room/kitchen. Queen size bed in bedroom. Situated on the same lot as owner occupied main house. Quiet, residential area. Near wineries, breweries, hiking. WIFI. No TV. Unfortunately, due to severe pet allergies I am unable to host any kind of animals including emotional support and service dogs and cats of any kind.

4.97 out of 5 average rating, 124 reviews
Top guest favorite
A charming tiny cottage features a front porch with white railings and hanging flower baskets. Windows are framed with black shutters, allowing natural light to shine in. The surrounding lawn is adorned with blooming flowers and greenery, creating a welcoming entrance.
Cottage in Gardiner

Tiny cottage on DiR mini farm

A custom made tiny cottage, located on a private tree lined road with just a few houses on it. The design style is farmhouse rustic with original details. It is private, fully equipped, and centrally located. The front of the cottage has a sun drenched porch equipped with lounge chairs and bbq. The back of the cottage is has a screened in porch, an outdoor huge tub and lounge. It is facing a beautiful pond, a fire pit and deep woods and vibrant nature.

4.93 out of 5 average rating, 375 reviews
Top guest favorite
A comfortable living area presents a sectional sofa, accent chairs, and a wooden coffee table. Large windows allow natural light to fill the space, while a decorative area rug adds warmth. A small stove is positioned for added coziness, and colorful artwork adorns the walls.
Cottage in High Falls

The Carriage House

The Carriage House is a cozy two bedroom 1850s guest house on a beautiful property 2hrs hours from NYC. Relax in the open dining room, enjoy cooking from the privacy of your well stocked kitchen, or take it outside to the grill, and soak in the magic of the Hudson Valley. Wake up to the sound of the babbling brook outside, then make the most of all the wonders of upstate life, before heading home to light the fire and snuggling up under the stars.

4.98 out of 5 average rating, 139 reviews

Popular amenities for Walden cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favorite
A serene view of the lake is presented, with gently rippling water reflecting the sky. A flagpole stands proudly beside the water, surrounded by lush greenery. A cozy seating area with a bench and lanterns is visible, offering a peaceful spot for relaxation.
Cottage in Godeffroy

Lakefront House w/Private Dock, Fire Pit & Hot Tub

4.98 out of 5 average rating, 174 reviews
Top guest favorite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lake

The Mountaintop Lakehouse that Time Forgot.

4.97 out of 5 average rating, 390 reviews
Top guest favorite
The entrance of a cottage is framed by lush greenery, showcasing a welcoming wooden porch and a dark door. Potted plants add a touch of charm to the inviting pathway, which leads through a grassy yard.
Cottage in Boiceville

Catskills Woodstock Design Retreat w/ hot tub

4.97 out of 5 average rating, 138 reviews
Top guest favorite
The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.
Cottage in Chichester

Stream Come True | Hot Tub, Ski, Hike, Relax

4.94 out of 5 average rating, 153 reviews
Top guest favorite
A spacious outdoor deck is seen, featuring pink lounge chairs and a small black table with a decorative item. A shaded area with a red umbrella provides relief from the sun. Lush greenery and the tranquil lake are visible in the background under a clear blue sky.
Cottage in Greenwood Lake

Secluded Lakeview Escape with Hot Tub

4.98 out of 5 average rating, 152 reviews
Top guest favorite
A hot tub is surrounded by lush greenery and illuminated by string lights, creating a serene outdoor setting. A stone path leads to the hot tub, with red chairs visible nearby, all nestled within a wooded area.
Cottage in Mongaup Valley

Hot Tub, Playground, 3 Acres, and Much More!

4.97 out of 5 average rating, 305 reviews
Superhost
A spacious jacuzzi is set on a wooden deck, surrounded by nature. The water's vibrant blue color reflects the sunlight. Nearby, comfortable black wicker seating can be seen, perfect for relaxing while enjoying the views of the trees.
Cottage in Monticello

Lovely Cottage w/ Jacuzzi+Access to Nearby Lakes!

4.91 out of 5 average rating, 174 reviews
Top guest favorite
Vibrant spring flowers, including yellow daffodils and white blooms with orange centers, create a colorful garden border. A stone path lined with decorative lights leads toward a cottage porch, which is adorned with seating and surrounded by greenery and flowering shrubs.
Cottage in Andes

Secluded Romantic Cottage

4.96 out of 5 average rating, 171 reviews

Pet-friendly cottage rentals

Top guest favorite
The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.
Cottage in Grahamsville

“Green Meadow Cottage”, updated 1850’s farmhouse.

5.0 out of 5 average rating, 117 reviews
Guest favorite
Cottage in Kerhonkson

Beautiful stream side cottage in the woods

4.88 out of 5 average rating, 274 reviews
Top guest favorite
A modern cottage exterior is shown, featuring a spacious deck that leads to a grassy area. Adirondack chairs are arranged on the deck, accompanied by a BBQ grill nearby. The cottage has a striking dark facade with a red roof and a welcoming wooden door.
Cottage in Accord

Peaceful Cottage-in Private 5-acre field

4.99 out of 5 average rating, 129 reviews
Guest favorite
A light-colored cottage exterior features large glass doors, surrounded by trees displaying vibrant autumn colors. A stone pathway leads to the entrance, with a lantern and potted plants adding a welcoming touch. A picnic area is visible in the yard, set against the beautiful natural backdrop.
Cottage in Philipstown

Modern Country Cottage by Bear Mountain

4.97 out of 5 average rating, 227 reviews
Guest favorite
Cottage in Napanoch

Mid century house on 100+ acres…

4.82 out of 5 average rating, 103 reviews
Guest favorite
A wooden deck extends from the cabin, featuring a round table with two transparent chairs. The view includes a forest of bare trees under a setting sun, casting warm light across the space.
Cottage in Rhinebeck

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

4.93 out of 5 average rating, 360 reviews
Guest favorite
A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.
Cottage in Monroe

Cozy Lake Cottage

4.99 out of 5 average rating, 205 reviews
Top guest favorite
The exterior of the house showcases a charming two-story structure with light siding and a vibrant red front door. Lush greenery surrounds the property, complemented by a well-maintained lawn and a pathway leading to the entrance.
Cottage in Port Ewen

Swan Cottage with Expansive Hudson River Views

4.99 out of 5 average rating, 192 reviews

Private cottage rentals

Top guest favorite
The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.
Cottage in Pawling

Twin Lakes Designer A-frame Stone Cottage

4.99 out of 5 average rating, 185 reviews
Top guest favorite
A spacious living area features a light-colored couch adorned with blue, green, and yellow pillows. A round coffee table sits in front of it, complemented by a rocking chair in green. A bright yellow wall and large windows enhance the room's openness.
Cottage in High Falls

Leggett Cottage

4.93 out of 5 average rating, 290 reviews
Guest favorite
A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.
Cottage in Monroe

Hudson Valley Lakefront Cottage | Nature Escape

4.96 out of 5 average rating, 120 reviews
Top guest favorite
Cottage in Rosendale

Modern cottage beneath a rock ledge

4.99 out of 5 average rating, 527 reviews
Guest favorite
An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.
Cottage in Saugerties

New:Cozy Barn-Style Retreat Minutes From Woodstock

4.94 out of 5 average rating, 385 reviews
Guest favorite
The exterior of the Little Yellow Cottage features a charming yellow facade with white trim. A round window and a cupola add character to the roof. Surrounding greenery provides a natural setting, while a small white statue of a goat sits in front of the entrance steps.
Cottage in Highland

Little Yellow Cottage New Paltz - Kitchen wash/dry

4.89 out of 5 average rating, 715 reviews
Guest favorite
The garden area showcases a charming cottage entrance framed by greenery. A dining set beneath strung lights invites outdoor dining. A propane grill stands nearby on a stone path, complemented by flowers in pots, adding a touch of color to the serene background.
Cottage in High Falls

Historic cottage near Mohonk & Minnewaska, 2BR/2BA

4.92 out of 5 average rating, 119 reviews
Guest favorite
A striking wooden wall showcases a large bank of windows offering panoramic views of Lake Oscawana and surrounding foliage. The vaulted ceiling emphasizes the spaciousness of the room, inviting natural light to fill the space.
Cottage in Putnam Valley

Lakefront Cottage near Hudson Valley

4.88 out of 5 average rating, 329 reviews

Destinations to explore